I am at a oss on what to do and my husband is ready for me to quit.  

You'll also have access to the MLS, be able to do a lot of the work yourself, and save quite a bit on your first purchase. 

The council person for Madison's district right now is quite supportive of rezoning.

I kept quite a few, but would be retired had I kept them all. :(  

I think that if you cash flow $300 per month, you are doing quite well, AS LONG AS you have reason o believe that no major repairs will be needed in the short term.

As the owner, you may want to eat the cost since future tenants will likely make the same mistake.

Not quite sure. 

NYC and the Bronx and Queens and Brooklyn are generally impossible wholesale areas anyway, but if you add in that you are an out-of-town student alleging to buy people's houses, NYers will eat you alive.

I have quite the pickle of a situation.  

Still, I’m not quitting.